12-Day Italy Self-Drive Road Trip With Itinerary from Trieste traveling south to Venice, Milan, Pisa, Arezzo, Rome, Florence, and Bologna

On day 2 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 2 destinations, Trieste and Miramare / Miramar. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Get ready for an exciting day in Trieste. Today’s sightseeing agenda includes a street, a public square, a pier, a castle and much more! Begin your adventure at Canale Ponterosso Trieste. This is a beloved street you should not miss. Another must-see is Piazza Della Borsa, an up-and-coming public square in Trieste.

When you’re ready for the next sight, head to Piazza Unità D'italia. From there, take a leisurely stroll to Molo Audace, another of the city’s curiosity-inducing attractions. We recommend continuing your self-guided tour at Miramare Castle, a visually striking place of interest in the city.

When you’re done exploring for the day, you’ll drive to your hotel in Venice. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Venice, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Enjoy an outstanding dining experience at Local, a 1-star Michelin restaurant offering an exceptional contemporary menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, Wistèria, known for its delicious contemporary and venetian cuisine. Another highly-recommended place to eat in Venice is Quadri, a renowned restaurant with a 1-star Guide Michelin recognition and a delicious modern menu.

Continue your lively evening at Al Parlamento, a perfect place for winding down or revving up the night, depending on which mood you’re in. The Caffe Rosso is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Adagio ensures a night out tailored to your taste.

Savor another day of unforgettable experiences in Italy!

Embark on another extraordinary experience on day 3 of your road trip in Italy. Today, you will make 2 stops and experience some of the highlights of Venice and Verona. At the end of the day, you will enjoy the comforts of a top-rated hotel in Milan, which will be your home away from home for 2 nights.

Venice is brimming with adventures. Today’s wonderful stops include a historical landmark, a public square, a palace, a stadium and much more! Begin your sightseeing adventure at the wondrous Rialto Bridge and allow yourself time to explore. Just a short distance away you'll find your next stop, Piazza San Marco, a history-steeped public square that draws visitors from far and near.

Continue your journey to Doge's Palace, one of the city’s most captivating spots that you shouldn’t miss. Another great site to visit is the world-famous Verona Arena.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Milan. Milan offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Milan's best restaurants.

Experience a taste of local culinary excellence while in Milan by securing a table at Enrico Bartolini al Mudec. An esteemed 3-star Michelin restaurant, it features an exceptional creative menu. For an alternative taste experience, visit Seta by Antonio Guida, famous for its scrumptious international and contemporary dishes. This 2-star Michelin venue consistently impresses guests, making it a standout addition to your holiday plans. Looking for another choice? Discover Il Luogo Aimo e Nadia, a local favorite celebrated for its exquisite italian contemporary and modern cuisine in Milan. Located in the heart of the city, this 1-star Michelin restaurant is an ideal pick for italian contemporary and modern cuisine lovers seeking top-notch culinary experiences.

Keep the excitement of the evening going by visiting a bar or two. Nottingham Forest is an excellent place to start. You could also check out Armani/bamboo Bar, offering a different kind of charm. A last recommendation for the day is Mag Cafe. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Day 4 of your road trip across Italy promises a magnificent time exploring Milan. You have 1 night left in Milan. Take the opportunity to experience more of the best attractions and activities in the city.

Today’s well-planned self-sightseeing route offers several family-friendly attractions, romantic experiences, and scenic views. Whether you decide to explore Milan on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Duomo Di Milano Museum is the first of them. Spend some time admiring this history-steeped church before continuing your journey. Galleria Vittorio Emanuele Ii is your next stop. This widely recognized shopping mall is one of the best-rated sights in Milan.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit La Scala. This eye-catching opera house is a sight to behold. To round off your sightseeing experience, visit Sforzesco Castle Art Library and Parco Sempione.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

As you explore more of Milan, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Don’t miss out on dining at Dessert Bar Milano, a top-rated dining destination in Milan. If you're in the mood to try something new, consider Radisson Blu Hotel Milan, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Qui Si Mangia. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Milan this evening.

Cap off your dinner by heading to Kilburn Cocktail Bar Milano, ideal for a leisurely evening with a drink in hand. Bar Frida is another bar that offers an enjoyable setting. Similarly, The Friends Pub Milano is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass and celebrate another amazing day of your road trip in Italy!

Experience an unparalleled adventure on day 5 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Milan and Genoa. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Pisa. You will spend 1 night here for some well-deserved relaxation.

Enjoy the perfect balance of relaxation and exploration in Milan today. One of the most often recommended attractions included on the itinerary is Chiesa Di Santa Maria Presso San Satiro. This culturally significant church will help you start your sightseeing on top. Then, take a leisurely stroll to Aquarium Of Genoa and learn what makes this eye-catching aquarium unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the up-and-coming Via Garibaldi.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Pisa's most popular restaurants, and connect with friendly locals for an authentic adventure.

Treat yourself to a delicious dinner at Anima di Grano Pizzeria Napoletana Pisa Italy, an excellent option for tonight's dining. Looking for something different? il Mercante offers a tantalizing alternative with its diverse menu. And don’t miss La Ghiotteria. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Pisa.

Keep the evening going at Jeffer Cocktails & Friends, a great choice for enjoying the after-dinner hours with a drink. You could also go to Le Parisien Wine Bar, which offers a similarly pleasant setting and great drinks. Another option is Las Volta Cocktailbar, which provides an inviting environment for unwinding after a busy day out.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

Dive into day 6 of your remarkable road trip in Italy. Today you will explore Pisa and Siena, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Arezzo. You’ll stay here for 1 night.

Bring your curiosity for today’s adventure around Pisa. Some of the city’s most loved attractions await! Knights' Square is the perfect place to start. This public square is one of the most often recommended places to visit in Pisa. Next, head to Leaning Tower Of Pisa, a globally renowned monument, known for its picture-perfect features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Piazza Del Duomo, Pisa. This stunning public square is a highly recommended experience. Nearby, you'll also find Siena Cathedral and Piazza Del Campo. Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll drive to your hotel in Arezzo. Check in and spend some time relaxing before you head out to tour the city.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Arezzo. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Start your culinary exploration in Arezzo by securing a reservation at Octavin. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Immerse yourself in the culinary delights of La Clandestina, a popular restaurant in Arezzo. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Continue your evening by exploring the vibrant nightlife scene at Liquid Bar, a prime destination for a thrilling night out.

Celebrate another amazing day of your road trip adventure in Italy!

On day 7 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Vatican City. In the evening, you’ll end up in Rome, where you will stay for 2 nights.

The first attraction of today is Vatican Museums.

As you stroll around Arezzo, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Sistine Chapel. Next, make your way to St. Peter's Basilica to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Arezzo.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Rome. Rome offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Experience a harmony of flavors at La Pergola in Rome by securing a reservation in advance. Known for its 3-star Michelin status, La Pergola offers a delightful variety of dishes highlighting its delicious mediterranean and contemporary menu. If you're seeking an alternative culinary experience, be sure to explore Il Pagliaccio, a highly recommended restaurant known for its enticing creative and innovative cuisine. This popular 2-star Michelin-awarded venue consistently exceeds expectations, ensuring a memorable holiday experience. Ready for another culinary adventure? Indulge your senses at Enoteca La Torre, a highly acclaimed restaurant celebrated for its exceptional mediterranean and creative menu.

After enjoying a fulfilling meal, continue your evening at La Botticella Of Poggi Giovanni, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Almalu Trastevere offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Viminale Di Pepi Maurilio provides an excellent environment for a relaxed and enjoyable evening.

Get a good night's sleep and look forward to another great day on the road in Italy!

On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 1 night and discover all the best things to see and do in the area.

Today, you'll explore some of the most beautiful places in Rome, including an archeological site, a monument, a public square, a castle and much more! Start your day with a visit to Colosseum. This timeless archeological site is a must-visit in the city. When you’re ready for your next discovery, continue to Roman Forum, which may be one of the most historic places you will experience today.

One of the best things about exploring Rome on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Pantheon, a timeless monument in the city. If you’re up for more discoveries, don’t forget to reserve some time for Piazza Navona and Castel Sant'angelo.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Italy is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

As dinnertime approaches, it's time to head out for a bite to eat in Rome. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at RomAntica, an excellent option for tonight's dining. Looking for something different? Coso Ristorante offers a tantalizing alternative with its diverse menu. And don’t miss DEROMA - Farine Romane. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Rome.

Round off your dining experience by visiting Sant' Eustachio Caffè, a prime location for a drink. Alternatively, explore the distinctive characteristics of Yellowsquare Rome, a bar catering to every mood and preference. Caffè Portofino likewise offers a unique atmosphere, perfect for a memorable night out.

Say good night to Rome and look forward to another great day of your road trip in Italy!

On day 9 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Rome. When you’re not sightseeing, take time to relax at your selected hotel in Florence, where you’ll be staying for 1 night.

Today's adventure in Rome promises more breathtaking discoveries and enriching experiences! Begin at Altare Della Patria. This picture-perfect monument is a highlight of any visit in the city. Then, enjoy Trevi Fountain, another visually striking attraction that never fails to captivate visitors. Next, head over to Piazza Di Spagna, one of the city’s most iconic attractions, known for its grand features.

If you’re looking for more, spend time soaking in the atmosphere of Piazza Del Popolo. This enchanting public square is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Villa Borghese, an impressive park, and take a stroll around the area.

At the end of the day, you will drive to Florence, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Florence. Enjoy a satisfying meal that will recharge you for tonight's adventures.

Have a memorable dining experience in Florence by booking a table at Enoteca Pinchiorri, renowned as a 3-star Michelin restaurant presenting an exceptional italian contemporary menu. For a different culinary experience in Florence, Santa Elisabetta shines as one of the top destinations, known for its delicious creative and mediterranean cuisine. This 2-star Michelin-awardee earns consistently high praises from previous guests, making it a must-visit addition to your holiday experience. If you're looking for an alternative, Gucci Osteria da Massimo Bottura is known as a top local spot for its delicious italian contemporary and international cuisine in Florence. This 1-star Michelin awardee is a highly recommended choice for an unforgettable meal.

Continue the enjoyment post-dinner at Manifattura, a cherished local gathering spot renowned for its welcoming atmosphere. Similarly, Se·sto On Arno Rooftop Bar offers a vibrant space for indulging in well-crafted drinks and engaging conversation. You may also want to check out Il Vinile. This bar is a favorite among both locals and visitors looking for a delightful evening out filled with laughter and fun.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

Embark on another extraordinary experience on day 10 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Florence. At the end of the day, you will enjoy the comforts of a top-rated hotel in Bologna, which will be your home away from home for 1 night.

Prepare for a day full of family-friendly attractions, romantic experiences, and scenic views. When you’re ready, kick off your sightseeing adventure at Piazza Della Signoria. This astonishing public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Cathedral Of Santa Maria Del Fiore, one of the city’s best highlights.

Next, check out Ponte Vecchio, one of the most timeless places to see in Florence. This historical landmark is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Uffizi Gallery. Wander around and soak in the standout atmosphere this art gallery offers. Then, head to Piazzale Michelangelo, a top-rated observation deck that adds another dimension to your day.

When you’re done exploring for the day, you’ll drive to your hotel in Bologna. Check in and spend some time relaxing before you head out to tour the city.

As you explore more of Bologna, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Experience a symphony of flavors at Ahimè in Bologna by securing a reservation in advance. Renowned for its Bib Gourmand distinction, Ahimè delights its guests with its exceptional variety of meals showcasing delicious country cooking cuisine. For a palate-pleasing alternative, make sure to dine at I Portici, acclaimed for its delectable creative and contemporary specialties. This local 1-star Michelin establishment consistently satisfies guests, ensuring an unforgettable holiday experience. Want to go on another culinary journey? Delight your senses at Trattoria di Via Serra, a top-rated restaurant known for its outstanding menu. Known as a top-rated Bib Gourmand-establishment, it's a top choice for emilian cuisine in the city.

After your meal, keep the night alive at a bar like Bar Al Bricco D'oro, known for its lively atmosphere. Bar Freud E Squisito is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Osteria Del Sole offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass to another unforgettable day in Italy!

Experience an unparalleled adventure on day 11 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 2 vibrant destinations - Bologna and Padua. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Trieste. You will spend 1 night here for some well-deserved relaxation.

Bologna is home to plenty of attractions that offer family-friendly attractions, romantic experiences, and breathtaking views! Start at Piazza Maggiore, a famous public square that is worthwhile a visit in the city. Nearby, you’ll find Two Towers, enchanting visitors with its picture-perfect appeal. Continue your exploration at The Basilica Of St. Anthony. This church is one of the city’s most locally renowned spots.

Enjoy the freedom of exploring Bologna at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Prato Della Valle.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Trieste. Trieste offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

After a day of adventure, treat yourself to an exquisite dinner at one of Trieste's best restaurants.

Prepare for an extraordinary culinary adventure in Trieste by booking a table at Harry's Piccolo, a 2-star Michelin restaurant that boasts an exceptional creative menu. If you're eager to try something different, consider Caffè San Marco, another top spot with a tantalizing menu.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Mast, a well-loved spot among locals and tourists. Or, head to Urbanis. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Coktail Bar Trieste | La Preferita, another top-rated place in the area.

Take some time to reflect on your day and savor another beautiful night in Italy.